Hire the Best Fractional CCOs

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Christopher P.

Fractional COO/CTO | ERPs & CRMs | BI & Operations Consulting

London, Canada
$56 per hour
2 jobs
$100K+ total earnings

I help organizations build clear, scalable, human‑centered operational systems — from ERP/CRM implementations to BI architectures, workflow design, SOPs, and cross‑functional process optimization. With 20+ years of experience across Medical, Retail, Supply Chain, Ecommerce, and Technology, I specialize in turning complex operations into structured, efficient, data‑driven systems that teams can actually use. If your business needs clarity, structure, and systems that scale, I can help. I work at the intersection of operations, technology, and data, helping companies design and implement systems that support growth, reduce friction, and improve decision‑making. ERP & CRM Implementations Successful implementations across: Microsoft Dynamics NetSuite Salesforce Xorosoft Shopify Custom ERP/CRM solutions I design architectures, workflows, integrations, and governance models that make your systems work for your people — not the other way around. Business Intelligence & Data Architecture I build BI ecosystems that tell the story of your business: Data governance Data warehousing Semantic layers SQL (SSMS, SSRS), BigQuery, PowerBI NetSuite Analytics, custom dashboards, forecasting models I specialize in smoothing volatile data segments, identifying anomalies, and creating visualizations that drive executive decision‑making. Operational Systems & Process Consulting I help companies redesign how work moves: Workflow mapping SOP development Organizational design RACI frameworks Automation & integrations Product hierarchies & taxonomies Supply chain process optimization My focus is always on clarity, scalability, and adoption. Industries I’ve Worked In Medical & Healthcare Retail (Furniture, Appliances, Electronics, Consumables) Ecommerce & DTC Supply Chain & Logistics Technology & SaaS Education & Media Companies include Sears, Walmart, Canadian Tire, Tepperman’s Furniture, Trudell Medical, Mood, and others. How I Work I’m a structured thinker who blends technical depth with operational clarity. I use diagrams, tables, frameworks, and visual storytelling to help executives and teams understand complex systems quickly. My approach is simple: Build systems that serve people — not the other way around. Education & Teaching I teach post‑graduate courses in: Animation Media Technology Game Design Data Visualization I design dynamic curriculum that helps students understand and apply modern data concepts. Why Clients Hire Me Clear communication with executives and stakeholders Ability to connect business strategy to technical execution Deep experience across ERP/CRM, BI, and operational systems Strong documentation and governance discipline A calm, structured, analytical approach to complex problems A track record of building systems that scale

Alexandria D.

Fractional CISO & Compliance Officer | SOC 2, PCI DSS, HIPAA, FedRAMP

Germantown, Wisconsin
$200 per hour
74 jobs
$100K+ total earnings

Why me I’m not just an advisor. I’m equally skilled at setting the strategy and executing it. Hi, Degree here and I actually know what it looks like to go from 0 to 1, 1 to 2, 2 to 3, and 3 to M&A. 0 to 1: Turning an idea into a real product or business 1 to 2: Proving the model can work beyond the initial launch 2 to 3: Building repeatable operations and scaling the company 3 to M&A: Growing and positioning the business through acquisition or merger I provide security & compliance services to companies that need to get audit-ready, close funding, satisfy enterprise customers, or navigate complex regulatory requirements. What I help with - Framework readiness and gap assessments (e.g. SOC 2, HIPAA, PCI-DSS, FedRAMP, etc.) - Security and compliance roadmaps - BaaS Compliance Management - Licensing & Registration - Product & engineering compliance advisory, helping teams design, configure, and build products to meet security framework and regulatory requirements - Controls, policies and evidence - Audit/assessment preparation - Remediation planning - Fractional CISO / compliance leadership - Multi-framework control mapping Not sure where to start? Shoot me a message and let's put together a scope.

Subin S.

Linux Infrastructure Engineer | Proxmox/Scale Computing | Wazuh SIEM

Coimbatore, India
$20 per hour
27 jobs
$10K+ total earnings

Overview: I secure and segment the infrastructure businesses cannot afford to lose: industrial control networks, production servers, and the boundary between corporate IT and operational technology. 100% Job Success | Top Rated | 1,700+ hours on Upwork. Most of my recent work is OT/ICS: designing and building the controlled access path between an enterprise network and a manufacturing environment, so engineers and vendors can reach plant systems without exposing them. I also do the underlying Linux work that makes it hold together, identity, DNS, time, storage, monitoring, and I document it to a standard that survives an audit. OT / ICS security: - IT-to-OT network segmentation to the Purdue model (Levels 0-5), aligned to IEC 62443 zone-and-conduit principles - Brokered remote access for OT: Apache Guacamole broker, DMZ jump hosts, session mediation, no direct IT-to-OT reach - OT DMZ design and build: controlled realm transition, vendor access mediation, deny-by-default firewall posture - Separate OT identity infrastructure: Samba Active Directory, BIND9 DNS, chrony NTP, Kea DHCP, independent of corporate IT - Air-gapped and internet-restricted environments: internal package mirrors, offline patching workflows, no-egress operation - SCADA/historian platforms: Ignition Gateway, Microsoft SQL Server historians, OT-to-IT one-way data push - Industrial network hardware: Cisco IE-series switches, Sophos XGS firewalls, VLAN segmentation for production lines - Vendor remote access control: time-bound, logged, restricted to approved systems What I deliver: - Wazuh SIEM/XDR deployment: full setup, agent enrollment, custom rules, dashboards, and alerting across Linux and Windows endpoints - Server monitoring stacks: Wazuh, Zabbix, Nagios, Grafana, deployed and tuned to cut alert noise - High availability for infrastructure services: keepalived/VRRP virtual IPs, PostgreSQL replication, HAProxy ingress - Active Directory integration across Linux and Windows: realmd/SSSD, Kerberos, keytabs, group-based authorisation - Linux server hardening to production-grade standards (Ubuntu, Debian, CentOS) - Firewall policy design and enforcement (UFW, iptables, pfSense) - ZFS storage and immutable backup design: snapshot policy, retention, SMB file services, restore validation - DNS architecture with failover, DNSSEC, and SPF/DKIM/DMARC for email security - Virtualization platforms: Proxmox VE, Scale Computing HyperCore, VMware - Windows Server and SQL Server administration: domain join, role-based access, cumulative update management - Cloud infrastructure security across AWS, Azure, GCP, and DigitalOcean - NGINX and Apache optimization for high-traffic environments - CI/CD pipeline security and infrastructure automation with Docker and Bash - VAPT: vulnerability assessment & penetration testing, with formal reporting and remediation timelines - Log analysis, threat detection, and incident response - Build records, runbooks and validation evidence, every change documented, reversible, and auditable Recent work: - Built the controlled access path between an enterprise network and a manufacturing plant: Guacamole access broker, IT-side and OT-side jump hosts, dual-realm Active Directory, and the firewall rule set to go with it. Engineers and vendors reach production systems through one audited, revocable path instead of direct connections. - Deployed an OT file services platform on Debian with OpenZFS and Samba: six access-controlled shares for PLC projects, vendor files, gauge exports and database backups, with snapshot retention and least-privilege service accounts proven by test rather than assumed. - Found and fixed a realm-wide time service that had never worked: the NTP servers were synchronised but serving no clients, and the build-time validation checked the wrong side. The site firewall and several infrastructure hosts had been silently unsynchronised for months. Kerberos authentication depends on this. - Migrated an industrial database platform to a segmented OT zone: Windows Server 2022 and SQL Server 2022, domain-joined, with group-based sysadmin delegation replacing shared credentials, and a documented single revocation point per host. - Deployed and managed Wazuh SIEM across multi-server environments with real-time alerting and compliance monitoring. - Handled a live credential-exposure incident: hardcoded admin credentials pushed to a public repository. Full key rotation and git history remediation, zero downstream compromise. - Delivered a full VAPT engagement for a mid-market client with a structured draft-to-final reporting cycle. - Rebuilt email security posture (SPF, DKIM, DMARC) for a client domain from a failing state to fully compliant. Experience includes serving as Cybersecurity & Infrastructure Manager for a venture firm, Senior DNS & Network Security Engineer at a security company, and Infrastructure & Security Consultant for a US-based consulting firm. I respond within 5 hours.

Jason M.

Fractional Security & Compliance Expert | CMMC, SOC2, ISO 27001, HIPAA

Wilmington, North Carolina
$150 per hour
118 jobs

Security & compliance consultant for regulated and cloud-first teams. I get you audit-ready for SOC 2, ISO 27001, CMMC, NIST 800-171, HIPAA and HITRUST gap assessment, controls, policies, and evidence your auditor accepts. 20+ years, 100% Job Success. Most compliance help comes in two flavours. Consultants who write beautiful policies but have never touched your environment, and engineers who can configure anything but can't map a control to a framework. I do both. That is why my clients pass audits instead of collecting findings. My Services: ◾ SOC 2 & ISO 27001 readiness Gap assessment first, so you know exactly where you stand. Then Trust Services Criteria and Annex A controls implemented, security policies your team will actually follow, and evidence organised in Drata, Vanta or Microsoft Purview so the auditor handoff is calm instead of chaotic. Type I and Type II. ◾ CMMC & NIST 800-171 for the defense supply chain CMMC Level 1 and Level 2 readiness for DoD contractors and subcontractors. CUI scoping and enclave boundaries, System Security Plan and POA&M, control implementation, and evidence prepared for your C3PAO assessment. US-based, which matters when the work touches CUI. ◾ HIPAA & HITRUST for healthcare Security Risk Analysis under the HIPAA Security Rule, safeguards for PHI and ePHI, business associate readiness, workforce training, and HITRUST e1 / i1 control operation. I have run internal IT controls for a HITRUST certification end to end. ◾ GRC advisory & fractional security leadership When you need a security officer but not a full-time hire: risk register and treatment plan, security program roadmap, vendor and third-party risk reviews, security questionnaire and RFP responses, a policy suite, incident response and business continuity plans, and board-ready reporting. ITAR and export-control data handling where defense work requires it. ◾ NIST CSF, NIST 800-53, PCI DSS, GDPR & FedRAMP Risk assessments and control mapping across whichever frameworks your customers and regulators ask about. WHERE I AM DIFFERENT: MICROSOFT Most compliance consultants hand you a policy pack and leave implementation to your IT team. I built my career inside Microsoft 365 and Azure 200+ tenants, 120+ SharePoint projects, Microsoft MVP for SharePoint 2007-2012 so I implement the controls myself and produce the evidence from the Upwork Profile Rewrite · Jason M. 7 same environment. In practice that means Entra ID conditional access and MFA, Microsoft Purview DLP and sensitivity labels, Intune device compliance baselines, Defender for Endpoint, Microsoft Compliance Manager, GCC High where CMMC requires it, and a Secure Score lifted from wherever it sits today to where an auditor expects it. If your compliance lives in a Microsoft tenant, you are not paying two people to do one job. I also handle Microsoft 365 Copilot readiness and AI governance permission and oversharing remediation before rollout, AI usage policy, conditional access for AI applications plus SharePoint, Teams, Intune and Azure architecture, migrations and PowerShell automation when the compliance work calls for them. How I work: 1. Discovery: I map your environment, your obligations, and every gap between them 2. Roadmap: Prioritised by risk and audit deadline, sized for your team 3. Implement: Controls configured and documented, not just recommended 4. Evidence: Organised and mapped to the framework, ready for the assessor 5. Sustain: Monitoring, reviews, and ongoing fractional support Reviews from my past clients: ⭐ "Jason was awesome to work with. Very knowledgeable with M365 Security. " ⭐ "Great communication. Set clear expectations upfront and met them. " ⭐ "A great command of Azure and all things Microsoft. Highly recommended. " ⭐ "Fast, flexible, and very responsive to our needs. Exactly what we were looking for!" Clients across defense, healthcare, legal, SaaS, fintech, financial services and government. One note so neither of us wastes time: I do readiness, implementation and evidence. I am not a penetration testing firm and I do not issue the audit opinion. If you need a pentest as part of SOC 2, I will tell you where it fits and who does it well. 👉 Click Invite to Job and tell me which framework you need and what your deadline is.

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What does a Fractional CCO do?

A fractional CCO leads commercial strategy and execution across sales, marketing, and business development on a part-time basis. This executive role bridges the gap between high-level corporate vision and daily revenue operations without the cost of a full-time hire. You define go-to-market direction, align cross-functional teams, and build the infrastructure needed to scale revenue predictably. The focus remains on integrating sales processes with marketing efforts to drive measurable customer acquisition and retention.

  • You run a commercial audit to review pipeline health, CRM data quality, and performance inputs. This assessment identifies bottlenecks in the revenue engine and sets clear priorities for immediate improvement. You use these findings to refine sales playbooks and adjust marketing tactics to match current market conditions.
  • You implement or configure CRM systems to connect sales data with financial reporting tools. This integration supports accurate forecasting and allows leadership to make decisions based on real-time revenue metrics. You establish data hygiene standards to ensure the pipeline reflects actual opportunities rather than inflated projections.
  • You define and track key performance indicators that measure commercial success against revenue targets. These metrics guide the alignment of sales and marketing plans to ensure both teams work toward shared goals. You iterate on pipeline and forecast processes to improve accuracy and accountability across the organization.
  • You manage or oversee sales leadership to strengthen revenue-generation processes and pipeline development. This involves coaching internal teams on best practices and removing obstacles that slow down deal closure. You coordinate cross-functional problem-solving efforts to address commercial challenges as they arise during growth phases.

How to hire a Fractional CCO on Upwork

Step 1: Post a job

Define your commercial goals and required executive experience in the job post. The Job Post Generator powered by Uma™, Upwork's Mindful AI drafts a complete description from a few sentences about your needs. You can write a new post, update a saved draft, or reuse an existing post to start the search.

  • Specify responsibilities such as leading commercial strategy across sales and marketing or managing revenue-generation processes.
  • List required expertise in CRM implementation, pipeline development, and aligning sales data with financial systems for accurate forecasting.
  • Include desired deliverables like a commercial audit, KPI framework, or go-to-market direction to attract candidates who execute these tasks.

Step 2: Evaluate candidates

Review portfolios for evidence of revenue architecture improvements and CRM customization. Uma runs instant video interviews and builds shortlists with side-by-side comparisons to help you assess executive presence and strategic fit quickly.

  • Look for case studies showing how the candidate defined revenue targets and aligned sales plans to meet those specific goals.
  • Check for examples of CRM data hygiene improvements that supported better forecasting and decision-making in previous roles.
  • Verify experience in integrating sales and marketing responsibilities to increase commercial alignment and drive measurable outcomes.

Step 3: Interview your top choices

Discuss their approach to commercial audits and cross-functional problem-solving. Schedule and conduct interviews within Upwork Messages, which generates an immediate transcript and summary after each session to help you compare responses.

  • Ask how they configure CRM systems to connect sales data with financial inputs for reliable revenue forecasting.
  • Request examples of KPIs they established to track commercial performance and improve customer or revenue outcomes.
  • Explore their method for iterating pipeline processes using CRM data to identify bottlenecks and accelerate growth.

Step 4: Agree on scope and begin work

Set clear milestones for strategy development and process implementation. Use Upwork Messages and the contract workroom for communication and project management, while identity verification, payment protection, hourly tracking, and project funds secure the engagement.

  • Define deliverables such as a sales playbook, forecasting process improvements, or a complete commercial strategy document.
  • Establish a measurement framework with specific KPIs to track progress against revenue targets and commercial goals.
  • Outline the timeline for CRM customization and data alignment tasks to ensure technical execution supports strategic objectives.

Upwork is not affiliated with and does not sponsor or endorse any of the tools or services discussed in this article. These tools and services are provided only as potential options, and each reader and company should take the time needed to adequately analyze and determine the tools or services that would best fit their specific needs and situation.

The rates and information provided in this article are based on current data and industry sources available at the time of publication. Freelance rates can vary depending on factors such as experience, location, project scope, and market conditions. Readers are encouraged to conduct their own research to confirm current rates and trends, as this information may change over time.

How much does hiring a Fractional CCO cost?

$900-$2,500 per project is a typical range for focused Fractional CCO work. Final pricing depends on scope, technical complexity, required integrations, source-material quality, revision needs, and the freelancer's experience level.

Commercial audit

$900-$1,800/project

Mid-level
  • Assessment of current sales pipeline health and data quality
  • Identification of process bottlenecks in revenue generation
  • Ranked list of immediate commercial improvements

KPI framework design

$1,800-$3,500/project

Mid-level to senior-level
  • Selection of revenue targets and performance indicators
  • Setup of dashboards for real-time commercial monitoring
  • Standardized format for weekly and monthly performance reviews

CRM configuration

$3,500-$6,000/project

Senior-level
  • Customization of CRM fields and workflows for sales alignment
  • Cleaning and structuring existing customer records for accuracy
  • Mapping of CRM data to financial systems for forecasting

Go-to-market strategy

$6,000-$9,500/project

Senior-level
  • Definition of target segments and value propositions
  • Documented processes for lead conversion and account management
  • Timeline and resource allocation for new product or market entry

Revenue architecture overhaul

$9,500-$15,000/project

Expert-level
  • Restructuring of end-to-end sales and marketing operations
  • Development of predictive revenue models based on pipeline data
  • Strategic recommendations for long-term commercial growth

Frequently asked questions

Is hiring a Fractional CCO worth it?

For most businesses, yes: hiring a Fractional CCO is worthwhile. This approach grants access to senior commercial leadership without the fixed cost of a full-time executive salary. You gain focused expertise to align sales and marketing strategies while maintaining budget flexibility.

How do I evaluate Fractional CCO candidates?

Evaluate candidates by reviewing their history of integrating sales and marketing functions to drive revenue. Look for specific examples where they configured CRM systems to improve forecasting accuracy or defined KPIs that directly increased pipeline visibility.

What deliverables does a Fractional CCO produce?

A Fractional CCO authors commercial strategies and builds revenue architectures that align sales with marketing goals. They also configure CRM systems and submit KPI frameworks to track commercial performance.

When should a company hire a Fractional CCO?

Hire a Fractional CCO when you need to refine revenue processes or align disjointed sales and marketing teams. This role suits companies requiring senior strategic direction without the need for daily operational management.